US9132288B2 - Substance for dyeing keratin fibers, including cationic anthraquinone dyes and anionic polymers - Google Patents
Substance for dyeing keratin fibers, including cationic anthraquinone dyes and anionic polymers Download PDFInfo
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- US9132288B2 US9132288B2 US14/307,825 US201414307825A US9132288B2 US 9132288 B2 US9132288 B2 US 9132288B2 US 201414307825 A US201414307825 A US 201414307825A US 9132288 B2 US9132288 B2 US 9132288B2
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- 0 *[N+]([4*])([5*])CNC1=CC=C(C)C2=C1C(=O)C1=C(C)C=CC([Y])=C1C2=O.[1*]C.[2*]C.[3*]C.[CH3-] Chemical compound *[N+]([4*])([5*])CNC1=CC=C(C)C2=C1C(=O)C1=C(C)C=CC([Y])=C1C2=O.[1*]C.[2*]C.[3*]C.[CH3-] 0.000 description 8
- MSVJMBGZIMRVBT-UHFFFAOYSA-O CC1=C(N)C2=C(C(=O)C3=CC=CC=C3C2=O)C(NCCC[N+](C)(C)C)=C1.[CH3-] Chemical compound CC1=C(N)C2=C(C(=O)C3=CC=CC=C3C2=O)C(NCCC[N+](C)(C)C)=C1.[CH3-] MSVJMBGZIMRVBT-UHFFFAOYSA-O 0.000 description 3
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N CC(C)C(C)C Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- VOGHYZCHTFJNCL-UHFFFAOYSA-N CCC(C)(C)CC.COC(=O)C(C)C(C)C Chemical compound CCC(C)(C)CC.COC(=O)C(C)C(C)C VOGHYZCHTFJNCL-UHFFFAOYSA-N 0.000 description 1
- TWWHJOIJJXBEBH-UHFFFAOYSA-N CCC(C)([RaH])C(=O)OC Chemical compound CCC(C)([RaH])C(=O)OC TWWHJOIJJXBEBH-UHFFFAOYSA-N 0.000 description 1
- RMQWGSOGLKJQGG-UHFFFAOYSA-N CCC(C)C(=O)NC(C)(C)CS(=O)(=O)OC Chemical compound CCC(C)C(=O)NC(C)(C)CS(=O)(=O)OC RMQWGSOGLKJQGG-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
- A61K8/355—Quinones
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/733—Alginic acid; Salts thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/08—Preparations for bleaching the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/432—Direct dyes
- A61K2800/4322—Direct dyes in preparations for temporarily coloring the hair further containing an oxidizing agent
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
Definitions
- the present specification relates generally to agents for coloring and optionally simultaneously lightening keratinic fibers. More specifically, the present application relates to cosmetic agents including cationic anthraquinone dyes and special anionic polymers. The present specification also relates to the use of these agents to produce hair colors having increased shine, an intense color result, improved fastness properties and reduced selectivity.
- either substantive dyes or oxidation dyes may be used for coloring keratinic fibers.
- intense colors with good fastness properties may be obtained with oxidation dyes, the development of the color generally takes place under the influence of oxidizing agents such as H 2 O 2 for example, which in some cases may result in damage to the fiber.
- some oxidation dye precursors or certain mixtures of oxidation dye precursors may have a sensitizing effect on people with sensitive skin.
- Substantive dyes are applied under gentler conditions.
- the disadvantage of these dyes lies in the fact that the colors often have inadequate fastness properties, in particular with regard to hair washing, but also with respect to external influences, such as sunlight, or reactive environmental chemicals, such as swimming pool water, for example.
- coloring or tinting agents are conventionally used which include substantive dyes as the coloring component.
- Substantive dyes are dye molecules which attach directly to the hair and do not require an oxidative process to develop the color. These dyes include henna, for example, which has been known since ancient times for coloring the body and hair. These colors are generally significantly more sensitive to shampooing than oxidative colors, such that an often undesired shift in shade or even a visible decolorization occurs much more quickly.
- Achieving a uniform coloring of hair that has been frequently treated, such as for example bleached or permanently waved hair, where the fibers present differing degrees of pre-existing damage in the various lengths or variously treated areas, represents a particular challenge in terms of coloring hair with substantive dyes.
- the coloring agent may exhibit uneven coloring on hair with differing degrees of pre-existing damage, while repeated hair washing may also cause the dyes to be washed out of the different areas of the hair to varying degrees, resulting in an inconsistent, and hence undesirable, color result.
- the object of the present specification is therefore to provide a coloring agent for keratinic fibers, in particular human hair, which, in addition to other positive fastness properties, has in particular a low selectivity (or a good equalizing capacity) and good wash fastness.
- the colors achieved with the agents according to the present specification should deliver a brilliant and intense color result, both immediately after the coloring process and after repeated hair washes. Following application of the coloring agent, the hair should be uniformly colored, even in cases where the hair exhibits varying degrees of pre-existing damage, wherein this uniformity in the color result should still be present even after repeated hair washes.
- an object was also to provide brilliant and neutral blue shades, or shades in the blue range, with the aforementioned advantageous fastness properties, said shades being extremely suitable for matting.
- the agents should additionally have an optimal viscosity, both with respect to the application process and the coloring capacity.
- the present specification firstly provides an agent for coloring (which may also simultaneously lighten) keratinic fibers comprising, in a cosmetic carrier,
- the present specification secondly provides a method of using a cosmetic agent for coloring keratinic fibers.
- the method comprises:
- Keratinic fibers or similar terminology is understood to mean all animal hair, for example wool, horsehair, angora hair, fur, feathers and products or textiles manufactured therefrom.
- the keratinic fibers are, however, preferably human hair.
- coloring of keratin fibers in the context of the present specification includes any form of color changing of fibers. It includes in particular the color changes covered by the terms tinting, lightening, bleaching, peroxiding, oxidative coloring, semipermanent coloring, permanent coloring and temporary coloring. It explicitly also includes color changes according to the present specification, which may present a lighter color result in comparison to the original color, such as for example, combined coloring and bleaching processes.
- the agents according to the present specification include the cationic anthraquinone(s) of formula (I) and the anionic polymer(s) in a cosmetic carrier, preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a suitable aqueous, alcoholic or aqueous-alcoholic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a cosmetic carrier preferably in a suitable aqueous, alcoholic or aqueous-alcoholic carrier.
- a suitable aqueous, alcoholic or aqueous-alcoholic carrier for the purposes of hair coloring
- such carriers are for example creams, emulsions, gels or surfactant-containing foaming solutions, such as for example shampoos, foam aerosol
- aqueous-alcoholic solutions are understood to be aqueous solutions including 3 to 70 weight percent (wt. %) of a C 1 to C 4 alcohol, in particular ethanol or isopropanol.
- the agents according to the present specification may additionally include further organic solvents, such as for example methoxybutanol, benzyl alcohol, ethyl diglycol or 1,2-propylene glycol. All water-soluble organic solvents are preferred here.
- the first essential ingredient (a) of the agents according to the present specification is at least one substantive cationic anthraquinone dye of the general formula (I):
- the substituents R1 to R8 of the compound of formula (I) are described below by way of non-limiting examples:
- Examples of a C 1 -C 6 alkyl group are the methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl and t-butyl, n-pentyl and n-hexyl groups.
- Propyl, ethyl and methyl are preferred alkyl residues.
- Examples of a C 2 -C 6 alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C 2 -C 6 alkenyl residues being vinyl and allyl.
- C 1 -C 6 hydroxyalkyl group Preferred examples of a C 1 -C 6 hydroxyalkyl group are a hydroxymethyl, 2-hydroxyethyl, 2-hydroxypropyl, 3-hydroxypropyl, 4-hydroxybutyl, 5-hydroxypentyl and 6-hydroxyhexyl group; a 2-hydroxyethyl group is particularly preferred.
- C 1 -C 6 alkoxy groups that are preferred according to the present specification are the methoxy or ethoxy group. Examples of halogen atoms are F, Cl, Br or I atoms, with Br or Cl atoms being most particularly preferred.
- C 1 -C 6 alkoxy C 2 -C 6 alkyl groups are the methoxyethyl, ethoxyethyl, methoxypropyl, methoxybutyl, ethoxypropyl, ethoxybutyl and methoxyhexyl group.
- Examples of a C 1 -C 6 acyl amino group are the acetamide group, the propanamide group and the butanamide group, the acetamide group being preferred.
- the pyrrolidinium ring, the piperidinium ring, the morpholinium ring and the 1-azepanium ring may be mentioned as preferred examples of a 5-, 6- or 7-membered ring formed from R4, R5 and the quaternary nitrogen atom.
- residues selected from R1, R2 and R3 are furthermore preferable for one of the residues selected from R1, R2 and R3 to denote halogen, a carboxyl group, a sulfonic acid group, a C 1 -C 6 alkyl group or a C 1 -C 6 alkoxy group and for the other two residues selected from R1, R2 and R3 both to denote hydrogen.
- a preferred example is an agent for coloring and optionally simultaneously lightening keratinic fibers, which is characterized in that it includes a compound of formula (I) in which at least one of the residues R1, R2 and/or R3 denotes a C 1 -C 6 alkyl group.
- one of the residues selected from R1, R2 and R3 denotes a C 1 -C 6 alkyl group and the other two residues selected from R1, R2 and R3 denote hydrogen.
- R1 and R2 both denote a hydrogen atom and R3 denotes a methyl group.
- agents including at least one compound of formula (I) in which the residues R4, R5 and R6, independently of one another, denote a C 1 -C 6 alkyl group or an alkenyl group.
- each of the residues R4, R5 and R6 preferably denotes a C 1 -C 6 alkyl group.
- R4 and R5 both to denote a methyl group and for R6 to denote a methyl group, an ethyl group or an n-propyl group.
- R4 and R5 both to denote a methyl group and for R6 to denote an n-propyl group.
- residues R4, R5 and R6 each denote a methyl group.
- R7 and R8 preferably (and independently of one another) denote hydrogen or a C 1 -C 6 alkyl group.
- R7 and R8 particularly preferably (also independently of one another) denote hydrogen or a methyl group.
- Compounds of formula (I) in which both R7 and R8 denote hydrogen have proved to be particularly suitable and are therefore particularly preferred.
- a further preferred example is therefore an agent for coloring and optionally simultaneously lightening keratinic fibers, which is characterized in that it includes a compound of formula (I) in which at least X denotes an NH 2 group.
- n preferably denotes the numbers 2 or 3 and most particularly preferably the number 3.
- a ⁇ denotes a physiologically acceptable anion. Suitable physiologically acceptable anions are halide, hydrogen sulfate, 1 ⁇ 2 sulfate, benzene sulfonate, p-toluene sulfonate, acetate, citrate, lactate, 1 ⁇ 2 tartrate, methosulfate (H 3 COSO 3 ⁇ ) or trifluoromethane sulfonate.
- a ⁇ particularly preferably denotes bromide or methosulfate (H 3 COSO 3 ⁇ ), with A ⁇ most particularly preferably denoting methosulfate (H 3 COSO 3 ⁇ ).
- Agents for coloring, and optionally simultaneously lightening, keratinic fibers that are preferred according to the present specification are characterized in that they include at least one compound of the general formula (I) selected from
- the compound of formula (Ia) has proved to be an ideally suitable compound of formula (I) for achieving the object according to the present specification,
- a ⁇ denotes a physiologically acceptable anion, preferably methosulfate (H 3 COSO 3 ⁇ ).
- a further particularly preferred example is therefore an agent for coloring and optionally simultaneously lightening keratinic fibers, which is characterized in that it includes as the compound of formula (I) the compound according to formula (Ia),
- a ⁇ denotes a physiologically acceptable anion, preferably methosulfate (H 3 COSO 3 ⁇ ).
- the agents according to the present specification for coloring, and optionally simultaneously lightening, keratin fibers include the compound(s) of formula (I) preferably in amounts above 0.0001 wt. % and below 5 wt. %, relative in each case to the total agent.
- a preferred example is an agent which includes the compound(s) of formula (I) in an amount of from 0.0001 to 5 wt. %, preferably from 0.005 to 3.5 wt. %, particularly preferably from 0.01 to 2.5 wt. %, in particular from 0.05 to 1.5 wt. %, and in particular preferably from 0.01 to 1.0 wt. %, relative in each case to the total weight of the agent.
- the agents according to the present specification include at least one anionic polymer.
- anionic polymer is understood according to the present specification to be a polymer which under standard conditions in a protic solvent, in particular in an aqueous environment, bears structural units having anionic groups. These anionic groups are neutralized using stoichiometric equivalents of counterions, such as for example alkali metal cations, alkaline-earth metal cations or ammonium ions (NH 4 + ), in order to obtain electroneutrality.
- the anionic functional groups present in the polymer may include carboxyl groups, sulfonic acid groups and phosphonic acid groups, in particular carboxyl and sulfonic acid groups.
- the carboxylic acid and sulfonic acid groups may also initially still be in protonated (uncharged) form and may then be converted to the corresponding anionic form by removal of a proton on contact with the aqueous environment.
- the anionic polymer (b) is selected from
- a further preferred example is therefore an agent for coloring and optionally simultaneously lightening keratinic fibers, which is characterized in that as the anionic polymer (b) it includes a polymer selected from
- the agents according to the present specification may include as the anionic polymer (b) at least (i) one polymer of acrylic acid and/or methacrylic acid.
- the definition of polymer includes both homopolymers and copolymers of acrylic acid and/or methacrylic acid.
- Homopolymers are by definition polymers produced from monomers of just one type. By contrast, copolymers are synthesized from a plurality of different monomers.
- the homopolymers and copolymers of type (i) are characterized in that they include at least one structural unit of formula (P-I):
- a preferred homopolymer is polyacrylic acid, such as may be obtained for example from 3V Sigma under the trade name Synthalen® K or Synthalen M or from Lubrizol under the trade name Carbopol® (for example Carbopol® 980, 981, 954, 2984 and 5984), with the INCI name Carbomer in each case.
- Carbopol® for example Carbopol® 980, 981, 954, 2984 and 5984
- the product sold by BASF under the trade name Cosmedia® SP (INCI name: SODIUM POLYACRYLATE) may also be mentioned in this context as a preferred acrylic acid homopolymer.
- the sodium acrylate/sodium acryloyldimethyl taurate copolymers sold under the name Simulgel® EG as a compound with isohexadecane and polysorbate-80 (INCI name: SODIUM ACRYLATE/SODIUM ACRYLOYLDIM ETHYL TAURATE COPOLYMER, ISOHEXADECANE, POLYSORBATE 80) have also proved particularly effective according to the present specification.
- At least one copolymer of acrylic acid and/or methacrylic acid may also be used as the anionic polymer.
- a suitable polymer in this context is the polymer known under the INCI name Acrylates/C10-30 Alkyl Acrylate Crosspolymer, which is available from Noveon under the trade name Carbopol® 1382.
- a further suitable polymer is the polymer known under the INCI name Acrylates/Steareth-20 Methacrylate Crosspolymer, which is sold for example under the trade name Aculyn® 88 by Rohm & Haas in the form of a 28 to 30 wt. % dispersion in water.
- Polymers known under INCI nomenclature as Acrylates/Palmeth-25 Acrylate Copolymer or Acrylates/Palmeth-20 Acrylate Copolymer may also be used.
- Such polymers are available for example from 3V Sigma under the trade name Synthalen® W 2000 as a 30 to 32 wt. % emulsion in water.
- a copolymer consisting of at least one anionic acrylic acid or methacrylic acid monomer and at least one non-ionogenic monomer.
- Preferred non-ionogenic monomers in this context are acrylamide, methacrylamide, acrylic acid ester, methacrylic acid ester, vinylpyrrolidone, vinyl ether and vinyl ester.
- anionic copolymers are, for example, copolymers of acrylic acid and/or methacrylic acid and the C 1 -C 6 alkyl esters thereof, such as are sold under the INCI name Acrylates Copolymers.
- a preferred commercial product is, for example, Aculyn® 33 from Rohm & Haas.
- copolymers of acrylic acid and/or methacrylic acid, the C 1 -C 6 alkyl esters of acrylic acid and/or methacrylic acid and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol are also preferred, however, are copolymers of acrylic acid and/or methacrylic acid, the C 1 -C 6 alkyl esters of acrylic acid and/or methacrylic acid and the esters of an ethylenically unsaturated acid and an alkoxylated fatty alcohol.
- Suitable ethylenically unsaturated acids are in particular acrylic acid, methacrylic acid and itaconic acid; suitable alkoxylated fatty alcohols are in particular Steareth-20 or Ceteth-20.
- Such copolymers are sold by Rohm & Haas under the trade name Aculyn® 22 (INCI name: Acrylates/Steareth-20 Methacrylate Copolymer).
- anionic acrylic acid or methacrylic acid copolymers are acrylic acid-acrylamide copolymers.
- the agent for coloring, and optionally simultaneously lightening, keratinic fibers includes as the anionic polymer (b) exclusively at least one homopolymer and/or copolymer of acrylic acid and/or methacrylic acid.
- a further preferred example is an agent for coloring and optionally simultaneously lightening keratinic fibers, which is characterized in that it includes as the anionic polymer (b) at least (i) one polymer of acrylic acid and/or methacrylic acid, which is preferably selected from the substances known under the INCI names
- the agents according to the present specification may include as the anionic polymer (b) at least one (ii) polymer of 2-acrylamido-2-methyl-1-propanesulfonic acid.
- the present specification likewise includes the homopolymers and copolymers of 2-acrylamido-2-methyl-1-propanesulfonic acid.
- Polymers of type (ii) are characterized in that they include at least one structural unit of formula (P-II):
- Polymers of this type have anionic sulfonic acid functional groups, which are introduced into the polymer by polymerization of the monomer 2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (AMPS).
- Anionic homopolymers which include as the sole monomer 2-methyl-2[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (AMPS), in which some or all of the sulfonic acid group may be present as the sodium, potassium, ammonium, mono- or triethanolammonium salt, have proved to be most particularly effective.
- Homopolymers of 2-methyl-2[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid are very suitable for use in the agents according to the present specification.
- the compounds disclosed in the application EP 0815828 A1 the polymer known under the name Cosmedia® HSP 1160 and the product that is commercially available under the name Rheothik®11-80 may be mentioned as particularly suitable substances.
- a particularly preferred anionic copolymer consists of 70 to 55 molar percent (mol %) of acrylamide and 30 to 45 mol % of 2-acrylamido-2-methylpropane sulfonic acid, wherein some or all of the sulfonic acid group may be present as the sodium, potassium, ammonium, mono- or triethanolammonium salt.
- This copolymer may also be crosslinked, wherein polyolefinically unsaturated compounds such as tetraallyl oxyethane, allyl sucrose, allyl pentaerythritol and methylene bisacrylamide are preferably used as crosslinking agents.
- sulfonic acid polymers of this type are copolymers of 2-methyl-2[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid (AMPS) and sodium acrylate, which are available from Seppic for example as the commercial product Simulgel® EG (INCI name: Sodium Acrylates/Sodium Acryloyldimethyl Taurate Copolymer, Isohexadecane, Polysorbate 80).
- AMPS 2-methyl-2[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid
- sodium acrylate which are available from Seppic for example as the commercial product Simulgel® EG (INCI name: Sodium Acrylates/Sodium Acryloyldimethyl Taurate Copolymer, Isohexadecane, Polysorbate 80).
- the agent for coloring, and optionally simultaneously lightening, keratinic fibers may include as the anionic polymer (b) exclusively at least one homopolymer and/or copolymer of 2-acrylamido-2-methyl-1-propanesulfonic acid.
- agents according to the present specification may include as the anionic polymer (b) at least one (iii) anionic polysaccharide.
- the group of (iii) anionic polysaccharides includes xanthans, alginates, carboxylalkyl celluloses and hyaluronic acids.
- Xanthan is an anionic polysaccharide which is synthesized inter alia from the structural constituents D-glucose, D-mannose, D-glucuronic acid, acetate and pyruvate and which is also known under the INCI name Xanthan Gum.
- Alginates (INCI name Algin) refer to the salts of alginic acid. Alginates are anionic polysaccharides including carboxyl groups and consisting of D-mannuronic acid and D-guluronic acid in varying proportions, which are linked by means of 1,4-glycoside bonds. Both the alkali and alkaline-earth salts of alginic acids are suitable according to the present specification.
- alginic acid sodium alginate, potassium alginate, ammonium alginate and/or calcium alginate has proved particularly advantageous in the agents according to the present specification.
- Carboxyalkyl celluloses are cellulose ethers in which the hydrogen atoms of the hydroxyl groups of the cellulose are substituted wholly or in part by carboxyalkyl groups.
- a preferred carboxyalkyl cellulose is carboxymethylcellulose, which may preferably be used as an anionic polymer in the form of its sodium salt (sodium carboxymethylcellulose).
- hyaluronic acid (INCI name Hyaluronic acid, Sodium Hyaluronate) is an amino disaccharide synthesized from D-glucuronic acid and N-acetyl glucosamine in a 1,3-glycoside bond, which is bound to the next unit by ⁇ -1,4-glycoside.
- sodium and potassium salts of hyaluronic acid have proved to be particularly suitable for producing dye formulations that provide intense colorations with optimized viscosity.
- the agent for coloring, and optionally simultaneously lightening, keratinic fibers may include as the anionic polymer (b) exclusively one or more anionic polysaccharides.
- a further preferred example is an agent for coloring, and optionally simultaneously lightening, keratinic fibers that is characterized in that as the anionic polymer (b) it includes at least (iii) one anionic polysaccharide, preferably selected from
- the agents according to the present specification may include as the anionic polymer (b) at least one (iv and/or v) polymer of itaconic acid and/or crotonic acid. Both the homopolymers and copolymers of itaconic acid and/or crotonic acid are included by the present specification. Polymers of this type are characterized in that they include as structural constituents at least one unit of formula (P-III) and/or of formula (P-IV):
- a preferred copolymer belonging to this class is for example the terpolymer which may be produced by copolymerization of vinyl chloride, vinyl acetate and itaconic acid and which is also commercially available from Wacker Polymer Systems under the trade name Vinnol® E 15/45 M.
- the agent for coloring, and optionally simultaneously lightening, keratinic fibers may also be preferable for the agent for coloring, and optionally simultaneously lightening, keratinic fibers to include as the anionic polymer (b) exclusively (iv and/or v) one or more homopolymers and/or copolymers of itaconic acid and/or crotonic acid.
- the agents according to the present specification may include as the anionic polymer (b) at least one (vi) polymer of maleic anhydride.
- This group includes homopolymers and copolymers including at least one structural unit of formula (P-V), which is formed by the polymerization and hydrolysis of the maleic anhydride monomer building block:
- Preferred anionic polymers in this context are copolymers of maleic anhydride and methyl vinyl ether, in particular those having cross-linkages.
- a maleic acid-methyl vinyl ether copolymer crosslinked with 1,9-decadiene is available commercially under the name Stabileze® QM.
- the agent for coloring and optionally simultaneously lightening keratinic fibers may include as the anionic polymer (b) exclusively (vi) one or more homopolymers and/or copolymers of maleic anhydride.
- the agent according to the present specification includes at least one anionic polymer (b) selected from
- the coloring agents that may be produced using these polymers or polymer combinations are exceptionally suitable for the object according to the present specification.
- the agent according to the present specification includes at least one anionic polymer (b) selected from
- the agent according to the present specification includes at least one anionic polymer (b) selected from
- the agents according to the present specification for coloring, and/or lightening, keratinic fibers include the anionic polymer(s) in an amount of from 0.001 to 15 wt. %, preferably from 0.05 to 12 wt. %, particularly preferably from 0.1 to 10.0 wt. %, in particular from 0.5 to 5.0 wt. %, and in particular preferably from 0.75 to 3.0 wt. %, relative in each case to the total weight of the agent.
- a further preferred example is therefore an agent for coloring, and optionally simultaneously lightening, keratinic fibers, which is characterized in that it includes the anionic polymer(s) in an amount of from 0.001 to 15 wt. %, preferably from 0.05 to 12 wt. %, particularly preferably from 0.1 to 10.0 wt. %, in particular from 0.5 to 5.0 wt. %, and in particular preferably from 0.75 to 3.0 wt. %, relative in each case to the total weight of the agent.
- the agents according to the present specification additionally include, in addition to the compound of formula (I), at least one further substantive dye.
- Substantive dyes may be divided into anionic, cationic and non-ionic substantive dyes.
- the substantive dyes are preferably selected from nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols and physiologically acceptable salts thereof.
- the additional substantive dyes are each preferably used in a proportion from 0.001 to 2 wt. %, relative to the total application preparation.
- Preferred anionic substantive dyes are the compounds known under the international names or trade names Acid Yellow 1, Yellow 10, Acid Yellow 23, Acid Yellow 36, Acid Orange 7, Acid Red 33, Acid Red 52, Pigment Red 57:1, Acid Blue 7, Acid Green 50, Acid Violet 43, Acid Black 1, Acid Black 52, bromophenol blue and tetrabromophenol blue.
- Preferred cationic substantive dyes are cationic triphenylmethane dyes, such as for example Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, aromatic systems which are substituted with a quaternary nitrogen group, such as for example Basic Yellow 57, Basic Red 76, Basic Blue 99, Basic Brown 16 and Basic Brown 17, as well as substantive dyes including a heterocyclic compound having at least one quaternary nitrogen atom, in particular Basic Yellow 87, Basic Orange 31 and Basic Red 51.
- the cationic substantive dyes which are sold under the ARIANOR® trademark are likewise preferred cationic substantive dyes according to the present specification.
- Non-ionic nitro and quinone dyes and neutral azo dyes in particular are suitable as non-ionic substantive dyes.
- Preferred non-ionic substantive dyes are the compounds known under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3, HC Red 7, HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis-(2-hydroxyethyl)amino-2-nitrobenzene, 3-nitro-4-(2-hydroxyethyl)aminophenol, 2-(2-hydroxyethyl)amino-4,6-dinitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-1
- the agents according to the present specification include as the further substantive dye at least one dye selected from D&C Red No. 33 (Acid Red 33), Acid Black No. 1, D&C Orange No. 4 (Acid Orange No. 4), Acid Red 18, Basic Red 76, Acid Violet 43, HC Blue No. 12, N-(2-hydroxethyl)-4-methyl-2-nitroaniline (Methyl Yellow), HC Yellow No. 2, Red B 54 and 2-amino-6-chloro-4-phenol.
- D&C Red No. 33 Acid Black No. 1
- D&C Orange No. 4 Acid Red 18, Basic Red 76, Acid Violet 43
- HC Blue No. 12 N-(2-hydroxethyl)-4-methyl-2-nitroaniline (Methyl Yellow)
- HC Yellow No. 2 Red B 54 and 2-amino-6-chloro-4-phenol.
- oxidation coloring agents may also be used as oxidation coloring agents.
- Such oxidation coloring agents additionally include at least one oxidation dye precursor, preferably at least one oxidation dye precursor of the developer type and at least one oxidation dye precursor of the coupler type.
- Particularly suitable oxidation dye precursors of the developer type are selected from at least one compound from the group formed from p-phenylenediamine, p-toluoylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 2-methoxymethyl-p-phenylenediamine, N-(4-amino-3-methylphenyl)-N-[3-(1H-imidazol-1-yl)propyl]amine, N,N′-bis-(2-hydroxyethyl)-N,N′-bis-(4-aminophenyl)-1,3-diaminopropan-2-ol, bis-(2-hydroxy-5-aminophenyl)methane, 1,3-bis-(2,5-diaminophenoxy)propan
- Particularly suitable oxidation dye precursors of the coupler type are selected from the group formed from 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2-methylphenol, 5-(2-hydroxyethyl)amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 3-phenylenediamine, 2-(2,4-diaminophenoxy)ethanol, 1,3-bis(2,4-diaminophenoxy)propane, 1-methoxy-2-amino-4-(2-hydroxyethylamino)benzene, 1,3-bis(2,4-diaminophenyl)propane, 2,6-bis(2′-hydroxyethylamino)-1-methylbenzene, 2-( ⁇ 3-[(2-hydroxyethyl)amino]-4-methoxy-5-methylphenyl ⁇
- the substantive dyes, developer components and coupler components are preferably each used in an amount of from 0.0001 to 5.0 wt. %, preferably from 0.001 to 2.5 wt. %, relative in each case to the ready-to-use agent.
- Developer components and coupler components may be used in approximately molar amounts to one another. Although the molar use has proved convenient, a certain excess of individual oxidation dye precursors is not disadvantageous, such that developer components and coupler components may be in a molar ratio of 1 to 0.5 to 1 to 3, in particular 1 to 1 to 1 to 2.
- the agents preferably include an oxidizing agent, preferably hydrogen peroxide.
- an oxidizing agent preferably hydrogen peroxide.
- the amounts of hydrogen peroxide correspond to the amounts in the lightening agents according to the present specification.
- the coloring agents may also be used as lightening coloring agents.
- the agents include hydrogen peroxide and/or one of the solid addition products thereof with organic or inorganic compounds.
- a further example of the first subject matter of the present specification is therefore characterized in that the agent additionally includes hydrogen peroxide and/or one of the solid addition products thereof with organic or inorganic compounds.
- hydrogen peroxide itself is preferably used as an aqueous solution.
- concentration of a hydrogen peroxide solution in the agent according to the present specification is determined on the one hand by legal requirements and on the other by the desired effect; 6 to 12 wt. % solutions in water are preferably used.
- Ready-to-use agents of the first subject matter of the present specification that are preferred according to the present specification are characterized in that they include an amount of from 0.5 to 20 wt. %, preferably from 1 to 12.5 wt. %, particularly preferably from 2.5 to 10 wt. % and in particular from 3 to 6 wt. % of hydrogen peroxide, relative in each case to the total weight of the ready-to-use agent.
- the agent may also include at least one peroxo salt.
- Suitable peroxo salts are inorganic peroxo compounds, preferably selected from the group formed from ammonium peroxodisulfate, alkali metal peroxodisulfates, ammonium peroxomonosulfate, alkali metal peroxomonosulfates, alkali metal peroxodiphosphates and alkaline-earth metal peroxides.
- Peroxodisulfates are particularly preferred, in particular ammonium peroxodisulfate, potassium peroxodisulfate and sodium peroxodisulfate.
- the persulfates are each included in the agent according to the present specification in an amount of from 0.5 to 20 wt. %, preferably from 1 to 12.5 wt. %, particularly preferably from 2.5 to 10 wt. % and in particular from 3 to 6 wt. %, relative to the total weight of the ready-to-use agent.
- a further preferred example is an agent for coloring, and simultaneously lightening, keratinic fibers that additionally includes hydrogen peroxide, one of the solid addition products thereof with organic or inorganic compounds, ammonium peroxodisulfate, potassium peroxodisulfate and/or sodium peroxodisulfate, each in an amount of from 0.5 to 20 wt. %, preferably from 1 to 12.5 wt. %, particularly preferably from 2.5 to 10 wt. % and in particular from 3 to 6 wt. %, relative to the total weight of the ready-to-use agent.
- At least one SiO 2 compound such as silicic acid or silicates, in particular water glasses, may additionally be added to the composition according to the present specification. It may be preferable according to the present specification to use the SiO 2 compounds in an amount of from 0.05 wt. % to 15 wt. %, particularly preferably in an amount of from 0.15 wt. % to 10 wt. % and most particularly preferably in an amount of from 0.2 wt. % to 5 wt. %, relative in each case to the composition according to the present specification.
- the specified amounts indicate the content of SiO 2 compounds (excluding their water component) in the agents.
- the ready-to-use coloring agents may also include additional active ingredients, auxiliary substances and additives to improve the coloring capacity and to establish further desired properties of the agents.
- the ready-to-use coloring agents are preferably provided as a liquid preparation and therefore a surface-active substance is additionally added to the agents, such surface-active substances being referred to as surfactants or emulsifiers, depending on the field of application. They are preferably selected from anionic, cationic, zwitterionic, amphoteric and non-ionic surfactants and emulsifiers.
- Agents that are preferred according to the present specification are characterized in that the agent additionally includes at least one anionic surfactant.
- Preferred anionic surfactants are fatty acids, alkyl sulfates, alkyl ether sulfates and ether carboxylic acids with 10 to 20 carbon atoms in the alkyl group and up to 16 glycol ether groups in the molecule.
- the anionic surfactants are used in an amount of from 0.1 to 45 wt. %, preferably from 1 to 30 wt. % and most particularly preferably from 1 to 15 wt. %, relative to the total amount of the ready-to-use agent.
- Agents that are preferred according to the present specification are characterized in that the agent additionally includes at least one zwitterionic surfactant.
- Preferred zwitterionic surfactants are betaines, N-alkyl-N,N-dimethylammonium glycinates, N-acyl aminopropyl-N,N-dimethylammonium glycinates, and 2-alkyl-3-carboxymethyl-3-hydroxyethyl imidazolines.
- a preferred zwitterionic surfactant is known under the INCI name Cocamidopropyl Betaine.
- Agents that are preferred according to the present specification are characterized in that the agent additionally includes at least one amphoteric surfactant.
- Preferred amphoteric surfactants are N-alkyl glycines, N-alkyl propionic acids, N-alkyl aminobutyric acids, N-alkyl iminodipropionic acids, N-hydroxyethyl-N-alkyl amidopropyl glycines, N-alkyl taurines, N-alkyl sarcosines, 2-alkyl aminopropionic acids and alkyl aminoacetic acids.
- Particularly preferred amphoteric surfactants are N-cocoalkyl aminopropionate, cocoacylaminoethyl aminopropionate and C 12 -C 18 acyl sarcosine.
- non-ionogenic interfacially-active substances are alkyl polyglycosides as well as alkylene oxide addition products with fatty alcohols and fatty acids, each including 2 to 30 mol of ethylene oxide per mol of fatty alcohol or fatty acid. Preparations having outstanding properties are likewise obtained if they include fatty acid esters of ethoxylated glycerol as non-ionic surfactants.
- the non-ionic, zwitterionic or amphoteric surfactants are used in an amount of from 0.1 to 45 wt. %, preferably from 1 to 30 wt. % and most particularly preferably from 1 to 15 wt. %, relative to the total amount of the ready-to-use agent.
- Agents that are suitable according to the present specification may also include cationic surfactants of the quaternary ammonium, esterquat and amidoamine types.
- Preferred quaternary ammonium surfactants are ammonium halides and the imidazolium compounds known under the INCI names Quaternium-27 and Quaternium-83.
- Further cationic surfactants which may be used according to the present specification are the quaternized protein hydrolysates.
- a compound from the amido amines that is particularly suitable according to the present specification is stearamidopropyl dimethylamine, which is commercially available under the name Tegoamid® S 18.
- Preferred esterquats are quaternized ester salts of fatty acids with triethanolamine, quaternized ester salts of fatty acids with diethanol alkyl amines and quaternized ester salts of fatty acids with 1,2-dihydroxypropyl dialkylamines.
- the cationic surfactants are preferably included in the agents used according to the present specification in an amount of from 0.05 to 10 wt. %, relative to the total agent.
- the ready-to-use coloring agents may include further auxiliary substances and additives. It has thus proved advantageous for the agents to include at least one thickening agent that is different from the agents of the first subject matter of the present specification. There are no restrictions in principle regarding these thickening agents. Both organic and also purely inorganic thickening agents may be used.
- Suitable thickening agents that differ from the anionic polymers of the first subject matter of the present specification are cationic, synthetic polymers; naturally occurring thickening agents, such as non-ionic guar gums, scleroglucan gums or gum arabic, ghatti gum, karaya gum, tragacanth gum, carrageen gum, carob seed meal, pectins; starch fractions and derivatives such as amylose, amylopectin and dextrins; as well as non-ionic cellulose derivatives, such as for example methyl cellulose and hydroxyalkyl celluloses; non-ionic, fully synthetic polymers, such as polyvinyl alcohol or polyvinylpyrrolidinone; as well as inorganic thickening agents, in particular phyllosilicates, such as for example bentonite, particularly smectites, such as montmorillonite or hectorite.
- naturally occurring thickening agents such as non-ionic guar gum
- the pH of the agents according to the present specification may therefore be between 3 and 11. It is preferable for the pH of the ready-to-use agent to be between 7 and 11, in particular between 8 and 10.5.
- the pH values in the context of the present specification are pH values measured at a temperature of 22 degrees Celsius (° C.).
- the alkalizing agents which may be used according to the present specification to establish the preferred pH may be selected from the group formed from ammonia, alkanolamines, basic amino acids, as well as inorganic alkalizing agents such as alkaline-earth/alkali metal hydroxides, alkaline-earth/alkali metal metasilicates, alkaline-earth/alkali metal phosphates and alkaline-earth/alkali metal hydrogen phosphates.
- Preferred inorganic alkalizing agents are magnesium carbonate, sodium hydroxide, potassium hydroxide, sodium silicate and sodium metasilicate.
- Organic alkalizing agents that may be used according to the present specification are preferably selected from monoethanolamine, 2-amino-2-methylpropanol and triethanolamine.
- the basic amino acids that may be used as the alkalizing agent according to the present specification are preferably selected from the group formed from arginine, lysine, ornithine and histidine, particularly preferably arginine.
- preferred agents according to the present specification are furthermore characterized in that they additionally include an organic alkalizing agent.
- the agent additionally includes at least one alkalizing agent which is selected from the group formed from ammonia, alkanolamines and basic amino acids, in particular from ammonia, monoethanolamine and arginine or the acceptable salts thereof.
- the coloring agents in particular if they additionally include hydrogen peroxide, to include at least one stabilizer or complexing agent.
- Particularly preferred stabilizers are phenacetin, alkali benzoates (sodium benzoate) and salicylic acid. All prior art complexing agents may also be used.
- Preferred complexing agents according to the present specification are nitrogen-containing polycarboxylic acids, in particular EDTA and EDDS, and phosphonates, in particular 1-hydroxyethane-1,1-diphosphonate (HEDP) and/or ethylenediamine tetramethylene phosphonate (EDTMP) and/or diethylenetriamine pentamethylene phosphonate (DTPMP) or the sodium salts thereof.
- HEDP 1-hydroxyethane-1,1-diphosphonate
- EDTMP ethylenediamine tetramethylene phosphonate
- DTPMP diethylenetriamine pentamethylene phosphonate
- the effect of the agent according to the present specification may be increased by means of emulsifiers.
- emulsifiers are for example
- the agents according to the present specification preferably include the emulsifiers in an amount of from 0.1 to 25 wt. %, in particularfrom 0.5 to 15 wt. %, relative to the total amount of the ready-to-use agent.
- Non-ionogenic emulsifiers or surfactants having an HLB (hydrophilic-lipophilic balance) value of 10 to 15 may be particularly preferred according to the present specification.
- HLB hydrophilic-lipophilic balance
- emulsifiers that do not include ethylene oxide and/or propylene oxide in the molecule may be most particularly preferred.
- the agents according to the present specification may also include further active ingredients, auxiliary agents and additives, such as for example non-ionic polymers, such as for example vinylpyrrolidinone/vinyl acrylate copolymers, polyvinylpyrrolidinone, vinylpyrrolidinone/vinyl acetate copolymers, polyethylene glycols and polysiloxanes; additional silicones, such as volatile or non-volatile, straight-chain, branched or cyclic, crosslinked or uncrosslinked polyalkyl siloxanes (such as dimethicones or cyclomethicones), polyaryl siloxanes and/or polyalkylaryl siloxanes, in particular polysiloxanes having organofunctional groups, such as substituted or unsubstituted amines (amodimethicones), carboxyl, alkoxy and/or hydroxyl groups (dimethicone copolyols), linear polysiloxane(A)-polyoxyalkylene(B)
- Further substances may be selected in accordance with the desired properties of the agents.
- additional active ingredients and auxiliary substances are used in the agents according to the present specification preferably in amounts of from 0.0001 to 25 wt. % in each case, in particular from 0.0005 to 15 wt. %, relative to the total weight of the application mixture.
- a method for coloring keratinic fibers, in particular human hair which is characterized in that an agent of the first subject matter of the present specification is applied to the keratin-containing fibers, left on the fibers for from 5 to 60 minutes and then rinsed out again with water or washed out with a shampoo, is suitable in particular for the application of the agents according to the present specification.
- the contact time of the ready-to-use coloring agents is preferably from 5 to 45 minutes, in particular from 10 to 40 minutes, particularly preferably from 15 to 35 minutes. During the contact time of the agent on the fibers, it may be advantageous to support the lightening process by supplying heat.
- Heat may be supplied both from an external heat source, such as for example hot air from a hot air blower, and also, in particular if the hair lightening process is taking place on a living test subject, from the body temperature of the test subject. In the latter case the section to be lightened is conventionally covered with a hood.
- a contact phase at room temperature is likewise in accordance with the present specification. In particular, the temperature during the contact time is between 20° C. and 40° C., in particular between 25° C. and 38° C. After the end of the contact time the remaining coloring preparation is rinsed out of the hair with water or a cleaning agent.
- Commercial shampoo may be used in particular as the cleaning agent, wherein in particular if the lightening agent has a carrier having a high surfactant content, the cleaning agent may be dispensed with and the rinsing process may take place with water.
- agents according to the present specification may be formulated as one-component agents (coloring and lightening agent) or as multi-component agents such as two-component agents or three-component agents, and used accordingly.
- a separation into multi-component systems is useful in particular where incompatibilities between the ingredients are to be expected or of concern; in such systems, the agent to be used is prepared by the consumer immediately before use by mixing the components together.
- agent according to the present specification includes both substantive dyes—as well as optionally additionally oxidation dye precursors—and oxidizing agents, they are conveniently packaged separately from one another in order to avoid a premature, undesired reaction and brought into contact only immediately before application.
- a coloring and lightening method in which the coloring cream and the oxidizing agent are initially separate is therefore preferred.
- the present specification therefore also provides a method for coloring and lightening human hair, wherein a composition on an aqueous basis including hydrogen peroxide is mixed with an agent according to the present specification including at least one compound of formula (I) to form a homogeneous composition, and this is applied to the hair.
- the anionic polymer (b) may in this case be packaged with the hydrogen peroxide solution, with the compound of formula (I), or with both.
- agents are therefore preferred which are characterized in that they are produced immediately before application by mixing at least two preparations, wherein the at least two preparations are provided in at least two separately packaged containers, and wherein one container contains an agent (A), which includes in a cosmetic carrier at least one cationic anthraquinone dye of formula (I), optionally including oxidation dye precursors as well, and a further container contains an oxidizing agent preparation (B) including at least one oxidizing agent.
- agent (A) which includes in a cosmetic carrier at least one cationic anthraquinone dye of formula (I), optionally including oxidation dye precursors as well
- a further container contains an oxidizing agent preparation (B) including at least one oxidizing agent.
- the anionic polymer (b) may in this case be packaged together with the cationic anthraquinone dye of formula (I) in container A, together with the oxidizing agent preparation in container (B), or both.
- the present specification also provides the use of an agent of the first subject matter of the present specification to produce hair dyes having increased shine, an intense color result with improved fastness properties and/or reduced selectivity.
- the coloring formulations were applied to hair strands and left there for 30 minutes at room temperature. Then the fibers were rinsed thoroughly with water and dried. The treated fibers were characterized by intense colors with high shine and an outstanding wash fastness.
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Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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DE102011089217 | 2011-12-20 | ||
DE102011089217A DE102011089217A1 (de) | 2011-12-20 | 2011-12-20 | Mittel zum Färben von keratinischen Fasern enthaltend hationische Anthrachinonfarbstoffe und anionische Polymere |
DE102011089217.6 | 2011-12-20 | ||
PCT/EP2012/073026 WO2013092061A2 (de) | 2011-12-20 | 2012-11-20 | Mittel zum färben von keratinischen fasern enthaltend kationische anthrachinonfarbstoffe und anionische polymere |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/EP2012/073026 Continuation WO2013092061A2 (de) | 2011-12-20 | 2012-11-20 | Mittel zum färben von keratinischen fasern enthaltend kationische anthrachinonfarbstoffe und anionische polymere |
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US9132288B2 true US9132288B2 (en) | 2015-09-15 |
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US14/307,825 Active US9132288B2 (en) | 2011-12-20 | 2014-06-18 | Substance for dyeing keratin fibers, including cationic anthraquinone dyes and anionic polymers |
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US (1) | US9132288B2 (de) |
EP (1) | EP2794018B1 (de) |
DE (1) | DE102011089217A1 (de) |
WO (1) | WO2013092061A2 (de) |
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GB201503393D0 (en) * | 2015-02-27 | 2015-04-15 | Revolymer U K Ltd | Polymers and uses thereof |
CN111155198B (zh) * | 2020-01-17 | 2022-09-30 | 西安工程大学 | 一种抗菌聚酯纤维的制备方法 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997044004A1 (fr) | 1996-05-23 | 1997-11-27 | L'oreal | Composition de teinture directe capillaire comprenant un polymere reticule a motifs acryliques et acrylates d'alkyles en c10-c¿30? |
EP0815828A1 (de) | 1996-06-28 | 1998-01-07 | L'oreal | Kosmetische Verwendung und Präparate einer verzweigten und mindestens auf 90% neutralisierten Polyacrylamidomethylpropansulfonsäure |
EP1006154B1 (de) | 1998-11-30 | 2002-04-17 | L'oreal | Kationische Aminoanthrachinone, deren Verwendung zum Färben keratinischer Fasern, diese enthaltende Färbemittel sowie Färbeverfahren |
EP1820826A1 (de) * | 2006-02-09 | 2007-08-22 | DyStar Textilfarben GmbH & Co. Deutschland KG | Farbstoffe und Haarfaerbezusammensetzungen |
CA2613049A1 (en) | 2007-11-30 | 2008-04-03 | The Procter & Gamble Company | Coloring agents for keratin fibers |
EP2329809A1 (de) | 2008-08-19 | 2011-06-08 | Kao Corporation | Haarfärbezusammensetzung |
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2011
- 2011-12-20 DE DE102011089217A patent/DE102011089217A1/de not_active Withdrawn
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2012
- 2012-11-20 WO PCT/EP2012/073026 patent/WO2013092061A2/de unknown
- 2012-11-20 EP EP12790868.9A patent/EP2794018B1/de active Active
-
2014
- 2014-06-18 US US14/307,825 patent/US9132288B2/en active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997044004A1 (fr) | 1996-05-23 | 1997-11-27 | L'oreal | Composition de teinture directe capillaire comprenant un polymere reticule a motifs acryliques et acrylates d'alkyles en c10-c¿30? |
EP0815828A1 (de) | 1996-06-28 | 1998-01-07 | L'oreal | Kosmetische Verwendung und Präparate einer verzweigten und mindestens auf 90% neutralisierten Polyacrylamidomethylpropansulfonsäure |
EP1006154B1 (de) | 1998-11-30 | 2002-04-17 | L'oreal | Kationische Aminoanthrachinone, deren Verwendung zum Färben keratinischer Fasern, diese enthaltende Färbemittel sowie Färbeverfahren |
EP1820826A1 (de) * | 2006-02-09 | 2007-08-22 | DyStar Textilfarben GmbH & Co. Deutschland KG | Farbstoffe und Haarfaerbezusammensetzungen |
CA2613049A1 (en) | 2007-11-30 | 2008-04-03 | The Procter & Gamble Company | Coloring agents for keratin fibers |
EP2329809A1 (de) | 2008-08-19 | 2011-06-08 | Kao Corporation | Haarfärbezusammensetzung |
Non-Patent Citations (3)
Title |
---|
English translation (Sep. 15, 2014) of the Patent No. DE 102009054569 A1. * |
KH. Schrader: 'Grundlagen und Rezepturen der Kosmetika', (translation Basics and recipes of cosmetics), 2., verbesserte und erweiterte Auflage, 1989, Huthig Buch Verlag Heidelberg, pp. 1-20 (book table of contents), English abstract machine translation only. |
STIC Search Report dated Aug. 26, 2014. * |
Also Published As
Publication number | Publication date |
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WO2013092061A2 (de) | 2013-06-27 |
EP2794018B1 (de) | 2018-03-07 |
WO2013092061A3 (de) | 2014-06-26 |
DE102011089217A1 (de) | 2013-06-20 |
US20140289971A1 (en) | 2014-10-02 |
EP2794018A2 (de) | 2014-10-29 |
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